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$4,295,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24183490 MLS
This elegant New Canaan home is distinguished by its timeless Federal-inspired architecture and gracious symmetry. The five bedroom five and a half bath residence was thoughtfully redesigned and expanded in 2007 to the highest standard. Set on two beautifully landscaped and very private acres in one of New Canaan's most coveted cul-de-sac settings, this light-filled residence offers over 7,200 square feet of refined living space that effortlessly balances elegance with warmth. The home features a generous first-floor primary suite with luxurious marble bath and walk-in closets, an inviting library with fireplace, and private office also with fireplace. A spectacular kitchen with upscale appliances and marble countertops opens to a family room which flows seamlessly for both intimate living and entertaining on a grand scale. A rear staircase opens to a spacious second floor recreation room, three oversized bedroom suites, and a cozy sitting area. Outside, a heated pool, flagstone terraces, sweeping lawns, and mature gardens create a private outdoor sanctuary worthy of the home itself. Perfectly positioned just moments from the beloved Irwin Park, commuter train, charming New Canaan village, the GreenLink Nature Trail, and highly acclaimed New Canaan public schools and library. This is a rare opportunity to own a truly special property where classic New England beauty, exceptional craftsmanship, and unparalleled location converge.

34 Bayberry Rd, New Canaan
$25,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24170927 MLS
Sophisticated Center Hall Colonial totally renovated and expanded in 2008. Arched detailed interior doorways, enormous gourmet kitchen with several chef stations, sinks, 2 dishwashers, calacatta gold marble counters and high end appliances provides the hub where friends & family enjoy gathering. The welcoming great room with coffered ceiling, French doors & fireplace leads to flagstone terrace with outdoor fireplace for indoor/outdoor entertaining. A 2-story solarium offers picturesque seasonal views and overlooks spectacular private property with heated pool, cabana & stream beyond. Luxurious master suite with dressing room & marble bath, rear staircase, finished walk-out lower level, generator, garages for 4 cars and so much more. Located close to restaurants, shopping and commuting. Additional 1,800 sq ft in finished lower level with full bath. Tenant to use landlord's service providers.

490 Lost District Dr, New Canaan
$975,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24181388 MLS ⋅ Coachman's Square BLDG.
Finally back on the market and available to shown now that the tenants have moved out! Beautifully updated and ideally located, this spacious three-bedroom townhouse in sought-after Coachman's Square offers the perfect combination of convenience, comfort, and low-maintenance living. Just moments from downtown New Canaan, East School, parks, restaurants, shopping, and the train, this move-in-ready home places everything you love about New Canaan right at your doorstep. The thoughtfully designed floor plan features three finished levels with over 2,000 square feet of living space. The main level offers bright, inviting living and dining areas, while the updated kitchen provides both style and functionality for everyday living. Upstairs, three generously sized bedrooms offer comfortable accommodations, while the finished walk-out lower level creates flexible space for a family room, home office, gym, playroom, or guest overflow. Additional highlights include central air, an attached one-car garage, private outdoor living space, and professional management for easy ownership. Whether you're downsizing, purchasing your first home in New Canaan, or seeking a turnkey investment opportunity, this exceptional townhouse offers the lifestyle, location, and value that are increasingly difficult to find.

253 New Norwalk Rd Unit 5, New Canaan
$2,199,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24180738 MLS
Nestled on 2+ beautifully landscaped acres with a spectacular heated in-ground pool, this exceptional Colonial has been completely renovated to the highest standards, offering the perfect blend of timeless elegance & modern luxury. Thoughtfully redesigned inside & out, every major component has been updated, including the roof, siding, windows, mechanical systems, & generator, providing true turnkey living. Designed for both everyday comfort & effortless entertaining, the home features a modern, flowing floor plan w/sun-filled living spaces & seamless transitions throughout. At its heart is a beautifully appointed kitchen that opens to inviting gathering areas and outdoor living spaces, creating the ideal setting for family & friends. The lux primary suite serves as a private retreat, highlighted by a spa-worthy marble bath with sophisticated finishes & timeless appeal. Step outside to your own backyard oasis featuring the impressive heated pool, expansive entertaining patios & professionally designed landscaping providing exceptional beauty and privacy throughout the seasons. Whether hosting large gatherings or enjoying a quiet evening at home, the outdoor living experience is second to none. Car enthusiasts, hobbyists, & collectors will appreciate the custom outfitted oversized 2.5-car garage offering for vehicles, storage, & workspace. Rarely does a home of this quality, condition & setting become available. Simply move in & enjoy the very best of New Canaan Living!

17 Danforth Dr, New Canaan
$1,795,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24179698 MLS
JUST REDUCED-AMAZING PRICE. Exceptional investment opportunity in the heart of New Canaan. This fully leased, income-producing 3-family property offers immediate cash flow and long-term value in one of Fairfield County's most desirable communities. Generating $8,450 per month in rental income, the property is meticulously maintained and features 3 well appointed residences, each with in-unit laundry, garage and functional layouts that attract quality tenants. A rare offering, the property incls 6 garage spaces-4 attached to the main residence plus a detached 2-car garage with loft storage-providing additional rental potential, storage, or future flexibility. The charming grounds feature a delightful garden setting, creating an appealing environment for residents. Ideally located within walking distance to New Canaan's vibrant downtown, residents enjoy easy access to fine dining, boutique shopping, parks, cultural attractions, and the Metro-North train with direct service to Grand Central Terminal. Consistently recognized for its top-rated schools, picturesque New England character, and exceptional quality of life, New Canaan remains one of Connecticut's most sought-after residential destinations. Whether expanding an investment portfolio or seeking a multi-generational living opportunity with strong income potential, this turnkey property presents a rare chance to own a premier multi-family asset in an exceptional location. This is a rare opportunity for a savvy purchaser.

19 Urban St, New Canaan
$2,780,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24165375 MLS
Classic Colonial in sought-after Silvermine, set on four acres of protected natural surroundings that offer a rare combination of privacy, beauty, and enduring character. Mature trees, preserved wetlands, and seasonal views create a landscape that feels both expansive and intimately connected to nature, while a conservation easement helps ensure these surroundings remain protected for generations to come. Inside, elegant living spaces and thoughtful design create a home equally suited to quiet enjoyment and effortless entertaining. A two-story entry opens to an oversized formal living room, while the kitchen flows seamlessly into the family room. Two main-level offices offer flexibility for today's lifestyle. The primary bedroom features a spa-like bath with heated floors and dual walk-in closets. Three additional bedrooms include two en-suite baths. A private fifth bedroom with sitting room and full bath is ideal for in-law or au pair. Finished basement and full-house generator complete this exceptional offering.

596 Silvermine Rd, New Canaan
$1,275,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24165564 MLS
Enjoy the ease of in-town living at its finest. Ideally located just moments from restaurants, shops, library, farmer's market, movie theater, the Metro-North train and local churches. This home offers exceptional convenience with no car required. Set on a quiet cul-de-sac, the property combines peaceful surroundings with close proximity to all the amenities of town. A rare opportunity, this legal two-family residence offers outstanding flexibility, live in one unit while generating rental income from the other, or rent both units. Perfect for commuters or those seeking a weekend retreat, the home also features a sunny backyard, ideal for gardening, relaxing, or entertaining. Thoughtfully updated, the main house includes a new washer and dryer (2026), new dishwasher and hood (2025), a perimeter fence (2023), a mini-split heating and cooling system (2023), a roof installed in 2021, and a whole house water filtration system in place. The apartment has also been well maintained with a new stove (2026), new dishwasher (2025), and washer and dryer (2023). The property is serviced by public sewer and town water. Properties with this combination of location, versatility, and charm rarely come to market. Come experience all the possibilities this exceptional home has to offer.

16 Raymond St, New Canaan
$499,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24170520 MLS ⋅ East Hills BLDG.
Welcome home to this bright and beautifully updated 2-bedroom, 1.5-bath condo, perched at the end of a quiet cul-de-sac for ultimate privacy. Both bedrooms occupy their own second-floor retreat, creating a smart separation from the sun-filled living spaces below. The updated kitchen shines with brand new countertops and appliances, while a new washer/dryer makes everyday living effortless. Ample attic storage offers a rare bonus you won't find in most condos - room to breathe, organize, and grow. Add in a coveted New Canaan address just minutes from downtown shops, dining, and the train, and you have a true move-in-ready gem.

32 E Hills Dr Unit 32, New Canaan
$2,495,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24169441 MLS
Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through floor-to-ceiling glass sliders to an expansive deck and a grand family room anchored by a stately fireplace. A sophisticated main level offers a formal dining room, elegant living room, and a bespoke private office with picturesque views of the park-like grounds. Upstairs, the primary suite serves as a sanctuary with a dedicated sitting room and new spa-inspired bath, while a separate private-entry in-law suite provides a secluded fifth bedroom and sitting area for ultimate versatility. The newly finished 1,700-square-foot walk-out lower level elevates entertaining with a massive media/playroom, an additional family room, and potential for a custom wine cellar-all just minutes from the vibrant New Canaan town center, top-tier schools, and the Metro-North train.

171 Proprietors Xing, New Canaan
$18,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24173445 MLS
This charming story book French country house nestled on 2.96 acres with terraces, patios and in-ground free form pool make this home the perfect retreat. An open floorplan with many gathering areas in living room, media room, and family room make it a perfect home for both entertaining guests and enjoying private living. The home is drenched in natural sunlight from the many windows and skylights throughout. The kitchen features a butler's pantry. Step up from the kitchen to dance the night away in the "disco ball" room while the fires are blazing in the living room and media room. 3 bedrooms and 2 baths are included on the second level while the main level features a guest suite and bath. Above the two-car garage is a modern and spacious home office equipped with heat and air conditioning making the perfect work from home setup. This property is conveniently located minutes from the town of New Canaan. Whole house audiophile-grade audio system. Level-two EV charger in garage. ADT Alarm with exterior cameras. 6 zone HVAC system. High speed fiber optic internet with whole house WiFi mesh system. Option for furnished or semi-furnished. Listing ID 24173427 is for Summer rental only.

467 Laurel Rd, New Canaan
$2,695,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24157299 MLS
Come home to this newly constructed 5 bedroom farmhouse colonial within walking distance to town, parks, restaurants, and the train station. Four finished levels! Possible in house office, in-law, or nanny suite on the third floor. Thermador appliances in kitchen. Hardwood Floors throughout. Marvin Elevate Windows. Designed by award winning CAH Architecture and Design Chris Hull. Come and see!

145 River St, New Canaan
$50,000
6 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24172040 MLS
Your Private 7-Acre Summer Resort on the Silvermine River - Trade the ordinary for an extraordinary summer at 637 Valley Road, a sprawling 12,000-square-foot stone estate where "vacation mode" is the only setting. Whether you're perfecting your serve on the private tennis court, hosting legendary poolside barbecues on the bluestone patios, or winding down with s'mores at the oversized fire pit, this 7-acre park-like playground is built for sun-drenched memories. Inside, the luxury is just as effortless, featuring eight cozy fireplaces for cool riverfront evenings, a billiards room for rainy-day tournaments, and a sleek chef's kitchen ready for farm-to-table feasts. With a separate guest wing and a charming detached cottage, you'll have plenty of room to host the whole crew. Located just minutes from the Long Island Sound and the train, this is more than a rental-it's your own private country club for the season.

637 Valley Rd, New Canaan
$2,250,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24169268 MLS ⋅ Willow Walk BLDG.
Turn-key, move in ready modern townhouse located in the heart of downtown New Canaan, this home offers three floors of elegant living with the feel of a single-family residence and the convenience of low-maintenance living. The renovated open floor plan features a state of the art newer chef's kitchen, a breakfast nook, island, and a light-filled living room/dining room with a fireplace. The main floor offers a study or additional bedroom with its own fireplace and large windows. On the second floor, you will find the owner suite featuring- a renovated luxury bathroom with soaking tub, shower, 2 vanities, two walk-in fitted closets-along with two additional bedrooms, a full bath, and a laundry area. The lower level provides nearly 1,000 square feet of additional walk out living space with fireplace large recreation room and a patio. Outside, the walk-out lower level leads to a private patio and yard, offering a quiet oasis which backs up to a Bristow Park Bird Sanctuary and Mead Park. A short stroll on sidewalks to Metro North train station, shops, restaurants and the beautiful village of New Canaan.

13 Old Stamford Road Unit 13, New Canaan
$1,275,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24165724 MLS
Enjoy the ease of in-town living at its finest. Ideally located just moments from restaurants, shops, library, farmer's market, movie theater, the Metro-North train and local churches. This home offers exceptional convenience with no car required. Set on a quiet cul-de-sac, the property combines peaceful surroundings with close proximity to all the amenities of town. A rare opportunity, this legal two-family residence offers outstanding flexibility, live in one unit while generating rental income from the other, or easily convert to a single-family home to suit your needs. Perfect for commuters or those seeking a weekend retreat, the home also features a sunny backyard, ideal for gardening, relaxing, or entertaining. Thoughtfully updated, the main house includes a new washer and dryer (2026), new dishwasher and hood (2025), a perimeter fence (2023), a mini-split heating and cooling system (2023), a roof installed in 2021, and a whole house water filtration system in place. The apartment has also been well maintained with a new stove (2026), new dishwasher (2025), and washer and dryer (2023). The property is serviced by public sewer and town water. Properties with this combination of location, versatility, and charm rarely come to market. Come experience all the possibilities this exceptional home has to offer.

16 Raymond St, New Canaan
$35,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24163148 MLS
Escape to your perfect summer retreat in this stunning colonial home, where comfort, style, and tranquility come together seamlessly. Nestled at the end of a quiet cul-de-sac, this spacious residence offers an ideal blend of privacy and convenience. Step inside and discover generous, light-filled rooms with gleaming hardwood floors throughout. Three fireplaces create a cozy ambiance, perfect for unwinding after a day of summer fun. The home boasts fantastic common spaces for relaxing and entertaining, while the lower level features a fully equipped playroom and gym to keep everyone active and happy. Outside, you'll find a heated pool surrounded by a lush, park-like setting-your own private oasis for sun-soaked afternoons and refreshing swims. Located just moments from main roadways, this retreat offers easy access to nearby shops and restaurants while feeling worlds away from the hustle and bustle. Available as a one-month summer rental, this home promises everything you need to create lasting memories. Don't miss the chance to experience this incredible getaway!

301 Old Norwalk Rd, New Canaan
$15,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24163431 MLS
ONE OF 6 TOWNHOMES IN RENOVATED & REDESIGNED HARRISON COMMON. WALKING DISTANCE TO THE TRAIN, VILLAGE, RESTAURANTS, SCHOOLS & PARKS. 4 BEDROOM HOME INCLUDES A LARGE 1ST FLOOR MASTER W/ EN-SUITE BATH, PANELED LR W/ FP & ENTRANCE TO TERRACE, STUDY W/ FP, FORMAL DR W/ WAINSCOTING, EAT-IN KITCHEN W/ WOLF DUAL FUEL STOVE, SUBZERO REFRIG W/ ICE MAKER, ASKO DISHWASHER & MICROWAVE DRAWER. 2ND FLOOR HAS 2ND MASTER W/ ENSUITE BATH & WALK-IN CLOSET & 2 BEDROOMS, FULL BATH & LAUNDRY. LOWER LEVEL IS CARPETED FAMILY ROOM W/ 1/2 BATH & STORAGE. ATTACHED GARAGE W/ 2 ASSIGNED PARKING SPACES, ENERGY EFFICIENT LED LIGHTING, 3 ZONE GAS FURNACE W/ HUMIDITY CONTROL, CENTRAL AC & ON DEMAND GAS HOT WATER HEATER. UNIQUELY DESIGNED TO PROVIDE THE BENEFITS OF NATURAL GAS.

136 Harrison Ave, New Canaan
$1,625,000
ACTIVE Status ⋅ 170006083 MLS
Beautiful 2 acre lot with meadow and gently flowing stream. Close to town on West Side location. Access to property from Welles Lane.

470 Frogtown Rd Unit Lot 2, New Canaan
$1,625,000
ACTIVE Status ⋅ 170006077 MLS
Beautiful 2 acre lot with meadow and gently flowing stream. Close to town on West Side location.

470 Frogtown Rd Unit Lot 1, New Canaan
$6,595,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24124919 MLS
Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and sun-drenched spaces throughout. Spanning over 11,000 square feet, with an additional 4,000SF+ lower level, with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, step inside to discover a seamless blend of ultimate privacy and modern luxuries throughout 4 finished levels. Immerse yourself in the serenity just 5 minutes to downtown New Canaan and an hour to NYC, where luxury and tranquility converge in perfect harmony.

62 Summersweet Ln, New Canaan
$1,800,000
ACTIVE Status ⋅ 24027437 MLS
Wonderful Opportunity To Build Your Dream Home On This Prime, level 2 Acre Lot With An Approved Five Bedroom Septic. Maps Are Available for review.

30l Huckleberry Hill Rd, New Canaan
$1,699,000
ACTIVE Status ⋅ 24027418 MLS
Breathtaking waterfront acreage. High flat land w/ meadow, pond, stone walls.

533l N Wilton Rd, New Canaan
$2,750,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24126532 MLS
Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering unmatched privacy and a sense of retreat. The main level features an effortless open flow with a primary suite, living room, dining room with a see-through fireplace, office/study, powder room, and expansive sliding doors that connect seamlessly to the wraparound deck. The fully finished, walk-out lower level offers four additional bedrooms, two full bathrooms, a dedicated laundry room, and storage. This rare architectural gem is not just a home, but an experience in design, nature, and modern living.

44 Benedict Hill Rd, New Canaan
$1,850,000
ACTIVE Status ⋅ 24027421 MLS
Beautiful flat waterfront acreage - never developed, with magnificent reservoir views. Access to property provided by right of way from 469 North Wilton Road, access road is unpaved but roughed in and visible.

531l N Wilton Rd, New Canaan

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